28981-13-7Relevant academic research and scientific papers
Direct and Regioselective Monofluorination of N-Protected Pyridone Derivatives using N-Fluorobenzenesulfonimide (NFSI)
Sakurai, Fumie,Yukawa, Takafumi,Taniguchi, Takahiko
, p. 7254 - 7257 (2019/10/02)
The direct monofluorination of N-protected pyridone derivatives has been developed using a stable electrophilic fluorinating reagent, N-fluorobenzenesulfonimide (NFSI). Interestingly, the fluorine atom is regioselectively introduced at the position opposite the carbonyl group in the pyridone substrate during the reaction. This method is applicable to a wide range of substrates and allows the regioselective late-stage monofluorination of pyridone scaffolds.
Preparation method of thieno[2,3-c]pyridine-7(6h)-ketone
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Paragraph 0034; 0038-0039, (2019/04/27)
The invention discloses a preparation method of thieno[2,3-c]pyridine-7(6h)-ketone, belonging to a thienopyridine compound. According to the technical key points, the preparation method comprises thefollowing operation steps of: adding 3-methylthiophene-2-formamide to tetrahydrofuran, then adding DMF-DMA, completely reacting after carrying out heating reflux for 2 to 3 hours, boiling off the tetrahydrofuran and the DMF-DMA under reduced pressured to obtain an oily matter; then adding the oily matter to the tetrahydrofuran, adding alkali in batches, carrying out heating reflux for 1.5-3 hourstill completely reacting, boiling off the tetrahydrofuran, adding 400 to 500ml of water and stirring for 1-2 hours, filtering and drying to obtain the thieno[2,3-c]pyridine-7(6h)-ketone. The preparation method has the beneficial effects that raw materials have relatively low price, the operation steps are simple, and the safety performance in the preparation process is improved.
A METHOD FOR THE SITE-SPECIFIC ENZYMATIC LABELLING OF NUCLEIC ACIDS IN VITRO BY INCORPORATION OF UNNATURAL NUCLEOTIDES
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Paragraph 00176, (2015/02/25)
Provided herein are analogs of unnatural nucleotides bearing predominantly hydrophobic nucleobase analogs that form unnatural base pairs during DNA polymerase- mediated replication of DNA or RNA polymerase-mediated transcription of RNA. In this manner, the unnatural nucleobases can be introduced in a site-specific way into oligonucleotides (single or double stranded DNA or RNA), where they can provide for site-specific cleavage, or can provide a reactive linker than can undergo functionalization with a cargo -bearing reagent by means of reaction with a primary amino group or by means of click chemistry with an alkyne group of the unnatural nucleobase linker.
Rhodium(III)-catalyzed C-H activation/annulation with vinyl esters as an acetylene equivalent
Webb, Nicola J.,Marsden, Stephen P.,Raw, Steven A.
supporting information, p. 4718 - 4721 (2015/04/27)
The behavior of electron-rich alkenes in rhodium-catalyzed C-H activation/annulation reactions is investigated. Vinyl acetate emerges as a convenient acetylene equivalent, facilitating the synthesis of sixteen 3,4-unsubstituted isoquinolones, as well as select heteroaryl-fused pyridones. The complementary regiochemical preferences of enol ethers versus enol esters/enamides is discussed.
Natural-like replication of an unnatural base pair for the expansion of the genetic alphabet and biotechnology applications
Li, Lingjun,Degardin, Melissa,Lavergne, Thomas,Malyshev, Denis A.,Dhami, Kirandeep,Ordoukhanian, Phillip,Romesberg, Floyd E.
supporting information, p. 826 - 829 (2014/02/14)
We synthesized a panel of unnatural base pairs whose pairing depends on hydrophobic and packing forces and identify dTPT3-dNaM, which is PCR amplified with a natural base pair-like efficiency and fidelity. In addition, the dTPT3 scaffold is uniquely tolerant of attaching a propargyl amine linker, resulting in the dTPT3PA-dNaM pair, which is amplified only slightly less well. The identification of dTPT3 represents significant progress toward developing an unnatural base pair for the in vivo expansion of an organism's genetic alphabet and for a variety of in vitro biotechnology applications where it is used to site-specifically label amplified DNA, and it also demonstrates for the first time that hydrophobic and packing forces are sufficient to mediate natural-like replication.
Design, synthesis and SAR of thienopyridines as potent CHK1 inhibitors
Zhao, Lianyun,Zhang, Yingxin,Dai, Chaoyang,Guzi, Timothy,Wiswell, Derek,Seghezzi, Wolfgang,Parry, David,Fischmann, Thierry,Siddiqui, M. Arshad
scheme or table, p. 7216 - 7221 (2011/01/03)
A novel series of CHK1 inhibitors based on thienopyridine template has been designed and synthesized. These inhibitors maintain critical hydrogen bonding with the hinge and conserved water in the ATP binding site. Several compounds show single digit nanomolar CHK1 activities. Compound 70 shows excellent enzymatic activity of 1 nM.
Design and synthesis of piperazinylpyridine derivatives as novel 5-HT 1A agonists/5-HT3 antagonists for the treatment of irritable bowel syndrome (IBS)
Asagarasu, Akira,Matsui, Teruaki,Hayashi, Hiroyuki,Tamaoki, Satoru,Yamauchi, Yukinao,Sato, Michitaka
experimental part, p. 34 - 42 (2009/07/18)
We have prepared a series of piperazinylpyridine derivatives for the treatment of irritable bowel syndrome (IBS). These compounds, which were designed by pharmacophore analysis, bind to both serotonin subtype 1A (5-HT 1A) and subtype 3 (5-HT3) receptors. The nitrogen atom of the isoquinoline, a methoxy group and piper-azine were essential to the pharmacophore for binding to these receptors. We also synthesized furo- and thienopyridine derivatives according to structure-activity relationship analyses. Compound 17c (TZB-20810) had high affinities to these receptors and exhibited 5-HT1A agonistic activity and 5-HT3 antagonistic activity concurrently, and is a promising drug for further development in the treatment of IBS.
Substituted sulfonic acid N-[(aminoiminomethyl)phenylalkyl]-azaheterocyclylamide compounds
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, (2008/06/13)
The compounds of formula I exhibit useful pharmacological activity and accordingly are incorporated into pharmaceutical compositions and used in the treatment of patients suffering from certain medical disorders. More specifically, they are inhibitors of the activity of Factor Xa. The present invention is directed to compounds of formula I, compositions containing compounds of formula I, and their use, which are for treating a patient suffering from, or subject to, physiological condition which can be ameliorated by the administration of an inhibitor of the activity of Factor Xa.
The Thienopyridine and Furopyridine Rings: New Pharmacophores with Potential Antipsychotic Activity
New, James S.,Christopher, William L.,Yevich, Joseph P.,Butler, Rhett,Schlemmer, R. Francis,et al.
, p. 1147 - 1156 (2007/10/02)
Two new arylpiperazine derivatives, the 4-(1-piperazinyl)thieno- and -furopyridine ring systems, have been synthesized and appended via tetramethylene chains to various imide rings.Target compounds from each series were found to have significant activity in the blockade of apomorphine stereotypy and apomorphine-induced climbing, the Sidman avoidance response, and the conditioned avoidance response.In addition, while potent affinity for serotonin 5-HT1 and 5-HT2 receptors was observed for both the thieno- and furopyridine derivatives,the interaction of these molecules with the dopamine D2 receptor was weak.Electrophysiological studies of the lead prototypes from each series, involving compounds 22 and 33, indicate these two molecules have distinctively different effects on dopamine neurons in areas A9 and A10.Despite the similarity these molecules share in their behavioral indices of antipsychotic acivity, it is likely that the thieno- and furopyridine rings employ different mechanisms to achieve this convergence of biological effects.
